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Visible light-promoted alkylation of imines using potassium organotrifluoroborates.

ABSTRACT: A mild, redox-neutral, alkylation of imines with potassium alkyltrifluoroborates is described. The reaction proceeds under photoredox conditions at ?30 °C with primary, secondary, and tertiary alkyltrifluoroborates, leading to alkylation products in moderate to good yield in most cases. Aryl-, vinyl-, and cyclopropyltrifluoroborates failed to react under the reported conditions.

SUBMITTER: Plasko DP

PROVIDER: S-EPMC6498442 | biostudies-literature | 2018 May

REPOSITORIES: biostudies-literature

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Visible light-promoted alkylation of imines using potassium organotrifluoroborates.

Plasko Davis P DP Jordan Christopher J CJ Ciesa Brittney E BE Merrill Madison A MA Hanna James M JM

Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20180501 5

A mild, redox-neutral, alkylation of imines with potassium alkyltrifluoroborates is described. The reaction proceeds under photoredox conditions at ∼30 °C with primary, secondary, and tertiary alkyltrifluoroborates, leading to alkylation products in moderate to good yield in most cases. Aryl-, vinyl-, and cyclopropyltrifluoroborates failed to react under the reported conditions. ...[more]

PMID: 29722411

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